data_N5F
# 
_chem_comp.id                                    N5F 
_chem_comp.name                                  "(2S)-2-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]hexanedioic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H21 N2 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-03-03 
_chem_comp.pdbx_modified_date                    2009-01-09 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        392.298 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     N5F 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3CBF 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
N5F OAM  OAM  O 0 1 N N N 3.616  3.104  -12.559 3.727  -1.112 -0.133 OAM  N5F 1  
N5F PAT  PAT  P 0 1 N N N 4.352  1.786  -12.959 3.072  -2.373 0.624  PAT  N5F 2  
N5F OAZ  OAZ  O 0 1 N N N 5.853  2.043  -13.306 3.856  -3.716 0.207  OAZ  N5F 3  
N5F OAU  OAU  O 0 1 N N N 3.610  1.001  -14.015 3.173  -2.177 2.088  OAU  N5F 4  
N5F OAS  OAS  O 0 1 N N N 4.295  1.035  -11.549 1.523  -2.504 0.206  OAS  N5F 5  
N5F CAR  CAR  C 0 1 N N N 4.100  -0.386 -11.466 0.542  -1.518 0.535  CAR  N5F 6  
N5F CAQ  CAQ  C 0 1 Y N N 4.963  -0.997 -10.369 -0.800 -1.946 -0.002 CAQ  N5F 7  
N5F CAY  CAY  C 0 1 Y N N 6.025  -1.790 -10.801 -0.929 -3.136 -0.692 CAY  N5F 8  
N5F NAX  NAX  N 0 1 Y N N 6.843  -2.348 -9.918  -2.099 -3.520 -1.165 NAX  N5F 9  
N5F CAW  CAW  C 0 1 Y N N 6.680  -2.253 -8.610  -3.186 -2.793 -1.003 CAW  N5F 10 
N5F CAV  CAV  C 0 1 N N N 7.667  -2.960 -7.686  -4.498 -3.278 -1.564 CAV  N5F 11 
N5F CAO  CAO  C 0 1 Y N N 5.629  -1.478 -8.112  -3.135 -1.586 -0.321 CAO  N5F 12 
N5F OAN  OAN  O 0 1 N N N 5.498  -1.323 -6.783  -4.259 -0.840 -0.156 OAN  N5F 13 
N5F CAP  CAP  C 0 1 Y N N 4.743  -0.814 -8.987  -1.919 -1.153 0.196  CAP  N5F 14 
N5F CAK  CAK  C 0 1 N N N 3.532  0.052  -8.508  -1.820 0.149  0.949  CAK  N5F 15 
N5F N    N    N 0 1 N N N 3.582  0.313  -7.061  -1.525 1.237  0.007  N    N5F 16 
N5F CA   CA   C 0 1 N N S 2.448  0.929  -6.330  -1.421 2.525  0.707  CA   N5F 17 
N5F C    C    C 0 1 N N N 1.710  -0.049 -5.414  -2.796 3.122  0.867  C    N5F 18 
N5F OXT  OXT  O 0 1 N N N 2.047  -1.260 -5.439  -2.945 4.306  1.482  OXT  N5F 19 
N5F O    O    O 0 1 N N N 0.805  0.427  -4.704  -3.763 2.535  0.442  O    N5F 20 
N5F CB   CB   C 0 1 N N N 1.539  1.842  -7.190  -0.543 3.478  -0.106 CB   N5F 21 
N5F CAG  CAG  C 0 1 N N N 0.357  1.088  -7.854  0.885  2.931  -0.163 CAG  N5F 22 
N5F CAH  CAH  C 0 1 N N N -0.897 1.955  -7.717  1.764  3.884  -0.977 CAH  N5F 23 
N5F CAI  CAI  C 0 1 N N N -2.142 1.420  -8.447  3.170  3.346  -1.033 CAI  N5F 24 
N5F OAB  OAB  O 0 1 N N N -3.192 2.080  -8.262  3.442  2.307  -0.479 OAB  N5F 25 
N5F OAJ  OAJ  O 0 1 N N N -2.029 0.369  -9.125  4.121  4.021  -1.698 OAJ  N5F 26 
N5F HOAM HOAM H 0 0 N N N 3.467  3.112  -11.621 3.696  -1.173 -1.097 HOAM N5F 27 
N5F HOAZ HOAZ H 0 0 N N N 5.956  2.095  -14.249 4.797  -3.707 0.430  HOAZ N5F 28 
N5F HAR  HAR  H 0 1 N N N 3.042  -0.588 -11.241 0.483  -1.411 1.618  HAR  N5F 29 
N5F HARA HARA H 0 0 N N N 4.388  -0.835 -12.428 0.823  -0.563 0.091  HARA N5F 30 
N5F HAY  HAY  H 0 1 N N N 6.182  -1.951 -11.857 -0.061 -3.760 -0.845 HAY  N5F 31 
N5F HAV  HAV  H 0 1 N N N 8.613  -3.130 -8.221  -5.010 -3.885 -0.818 HAV  N5F 32 
N5F HAVA HAVA H 0 0 N N N 7.854  -2.334 -6.801  -5.120 -2.422 -1.826 HAVA N5F 33 
N5F HAVB HAVB H 0 0 N N N 7.246  -3.926 -7.370  -4.312 -3.879 -2.455 HAVB N5F 34 
N5F HOAN HOAN H 0 0 N N N 5.467  -2.176 -6.366  -4.753 -1.045 0.649  HOAN N5F 35 
N5F HAK  HAK  H 0 1 N N N 3.555  1.014  -9.040  -2.765 0.350  1.453  HAK  N5F 36 
N5F HAKA HAKA H 0 0 N N N 2.608  -0.504 -8.724  -1.021 0.081  1.687  HAKA N5F 37 
N5F HN   HN   H 0 1 N N N 3.720  -0.581 -6.634  -0.687 1.043  -0.520 HN   N5F 38 
N5F HA   HA   H 0 1 N N N 2.917  1.645  -5.639  -0.976 2.369  1.689  HA   N5F 39 
N5F HOXT HOXT H 0 0 N N N 1.505  -1.753 -4.834  -3.846 4.648  1.561  HOXT N5F 40 
N5F HB   HB   H 0 1 N N N 1.124  2.624  -6.538  -0.940 3.564  -1.118 HB   N5F 41 
N5F HBA  HBA  H 0 1 N N N 2.161  2.252  -8.000  -0.538 4.460  0.366  HBA  N5F 42 
N5F HAG  HAG  H 0 1 N N N 0.576  0.910  -8.917  1.282  2.845  0.848  HAG  N5F 43 
N5F HAGA HAGA H 0 0 N N N 0.203  0.115  -7.364  0.880  1.949  -0.636 HAGA N5F 44 
N5F HAH  HAH  H 0 1 N N N -1.141 2.022  -6.646  1.367  3.970  -1.988 HAH  N5F 45 
N5F HAHA HAHA H 0 0 N N N -0.657 2.923  -8.181  1.769  4.866  -0.504 HAHA N5F 46 
N5F HOAJ HOAJ H 0 0 N N N -2.874 0.135  -9.490  5.008  3.636  -1.706 HOAJ N5F 47 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
N5F OAM PAT  SING N N 1  
N5F PAT OAZ  SING N N 2  
N5F PAT OAU  DOUB N N 3  
N5F PAT OAS  SING N N 4  
N5F OAS CAR  SING N N 5  
N5F CAR CAQ  SING N N 6  
N5F CAQ CAY  DOUB N N 7  
N5F CAQ CAP  SING N N 8  
N5F CAY NAX  SING N N 9  
N5F NAX CAW  DOUB N N 10 
N5F CAW CAV  SING Y N 11 
N5F CAW CAO  SING Y N 12 
N5F CAO OAN  SING Y N 13 
N5F CAO CAP  DOUB N N 14 
N5F CAP CAK  SING Y N 15 
N5F CAK N    SING N N 16 
N5F N   CA   SING Y N 17 
N5F CA  C    SING N N 18 
N5F CA  CB   SING N N 19 
N5F C   OXT  SING N N 20 
N5F C   O    DOUB N N 21 
N5F CB  CAG  SING Y N 22 
N5F CAG CAH  SING N N 23 
N5F CAH CAI  SING N N 24 
N5F CAI OAB  DOUB N N 25 
N5F CAI OAJ  SING N N 26 
N5F OAM HOAM SING N N 27 
N5F OAZ HOAZ SING N N 28 
N5F CAR HAR  SING N N 29 
N5F CAR HARA SING N N 30 
N5F CAY HAY  SING N N 31 
N5F CAV HAV  SING N N 32 
N5F CAV HAVA SING N N 33 
N5F CAV HAVB SING N N 34 
N5F OAN HOAN SING N N 35 
N5F CAK HAK  SING N N 36 
N5F CAK HAKA SING N N 37 
N5F N   HN   SING N N 38 
N5F CA  HA   SING N N 39 
N5F OXT HOXT SING N N 40 
N5F CB  HB   SING N N 41 
N5F CB  HBA  SING N N 42 
N5F CAG HAG  SING N N 43 
N5F CAG HAGA SING N N 44 
N5F CAH HAH  SING N N 45 
N5F CAH HAHA SING N N 46 
N5F OAJ HOAJ SING N N 47 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
N5F SMILES           ACDLabs              10.04 O=C(O)C(NCc1c(cnc(c1O)C)COP(=O)(O)O)CCCC(=O)O                                                                                                                                     
N5F InChI            InChI                1.02b InChI=1/C14H21N2O9P/c1-8-13(19)10(9(5-15-8)7-25-26(22,23)24)6-16-11(14(20)21)3-2-4-12(17)18/h5,11,16,19H,2-4,6-7H2,1H3,(H,17,18)(H,20,21)(H2,22,23,24)/t11-/m0/s1/f/h17,20,22-23H 
N5F InChIKey         InChI                1.02b VAICOQQXLDOKQG-YTWBFXJCDP                                                                                                                                                         
N5F SMILES_CANONICAL CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(CN[C@@H](CCCC(O)=O)C(O)=O)c1O                                                                                                                              
N5F SMILES           CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(CN[CH](CCCC(O)=O)C(O)=O)c1O                                                                                                                                
N5F SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)CN[C@@H](CCCC(=O)O)C(=O)O)O                                                                                                                              
N5F SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)CNC(CCCC(=O)O)C(=O)O)O                                                                                                                                   
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
N5F "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-2-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]hexanedioic acid" 
N5F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]hexanedioic acid"     
# 
